Potassium Carbonate → 2-Chloro-5-(((3aS,6aS)-5-(ethoxycarbonyl)hexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl)methyl)pyridine 1-oxide

HRID 1881337Notes

Reaction equation

HRID 1881337 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Cl)=[CH:4][N+:3]=1[O-:10].[NH:11]1[CH2:15][CH2:14][C@H:13]2[CH2:16][N:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:18][C@@H:12]12.C([O-])([O-])=O.[K+].[K+]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:11]2[CH2:15][CH2:14][C@H:13]3[CH2:16][N:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:18][C@@H:12]23)=[CH:4][N+:3]=1[O-:10]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 124874662-Chloro-5-chloromethylpyridine 1-oxideHCID 43604250(3AS,6AS)-5-Ethoxycarbonyl-1H-hexahydropyrrolo[3,4-B]pyrrole

Product 1

HCID 866495632-Chloro-5-(((3aS,6aS)-5-(ethoxycarbonyl)hexahydropyrrolo[3,4-b]pyrrol-1(2H)-yl)methyl)pyridine 1-oxide

Procedure

The titled compound was prepared in analogy to examples 2.2 and 2.3 using 2-chloro-5-(chloromethyl)pyridine 1-oxide (712 mg, 4 mmol), (3aS,6aS)-ethyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (1.1 g, 5.97 mmol), and K2CO3 (553 mg, 4 mmol). The obtained crude product was used without further purification in the next reaction step.

Workup

  1. customThe obtained crude product
  2. customwas used without further purification in the next reaction step

Sources & evidence

ORD record
ord-f6a1690384fd4803bf3d8e4e07014a2f
Source dataset
uspto-grants-2012_11
Patent number
US08318793B2

Reaction notes

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